Four years after the release of his own version, Crowell selected several songs which he recommended to record producer Byron Gallimore. Eventually, "Please Remember Me" made its way to Tim McGraw, who recorded it for his 1999 album A Place in the Sun. Released that year as the first single from that album, McGraw's rendition reached the top of the Billboard Hot Country Singles & Tracks (now Hot Country Songs) charts, a position that it held for five weeks. The song was also McGraw's biggest solo hit on the Billboard Hot 100, where it peaked at number 10.

Deborah Evans Price, of Billboard magazine reviewed the song favorably, calling it a "lush and lovely ballad." She goes on to say that he is "surprisingly effective" on this pop-side release as he is usually best with traditional material. She finishes the review by saying that McGraw "seems to a newfound vocal maturity."[3] Kevin John Coyne of Country Universe gave the song an A grade, calling it "a lush and gorgeous ballad that is elevated by a Patty Loveless harmony vocal." He goes on to say that McGraw's "pleading performance gives the song its urgency, and the pop-flavored production, complete with strings, harkens back to the glory days of the Nashville sound."[4] The song ranks 96th on the RIAA 365 songs of the century list